Westside Vacations from $213

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Your Westside Vacation

A great way to experience this city is with a customized Westside vacation package. Stay in the neighborhood of Murray Hill, which is great for distilleries and craft breweries, bars and pubs and dining or go someplace else — our package deals are all about you. Jacksonville Equestrian Center, Crystal Springs Park and Bent Creek Golf Course are just a few of the many sights you'll want to check out during your trip to Westside. Browse Expedia's wide range of travel options and start planning your ultimate vacation to Westside now.

The Latest Westside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Comfort Suites Baymeadows Near Butler Blvd

Comfort Suites Baymeadows Near Butler Blvd

3 out of 5
Price was $329, price is now $213 per person
$213
per person
Jan 28 - Jan 31
just found
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
16.4/10 Exceptional! (1,004 reviews)
The door lock hatch was loose. The bathroom drain was clogged and drained slow so it made taking a shower feel like sitting in a tub of water. I attempted to call the front desk but no one answered and I didn't want to go back downstairs. At check out I wasn't asked how my stay was, just told thank you.

Reviewed on Nov 23, 2025

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station

2.5 out of 5
Westside
Save 100% on your flight
Price was $364, price is now $230 per person
$230
per person
Jan 28 - Jan 31
just found
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
18.8/10 Exceptional! (1,005 reviews)
The room was nice. The tub stopper didn't work for my baby(3) to take a bath, but me manager. The food couple use some work. The check-in process was fast and staff was very accommodating. I left some items I forgot about. Housekeeping called me immediately and left tge items at the front desk. Location was great. Will stay again

Reviewed on Nov 23, 2025

Element Jacksonville Beach

Element Jacksonville Beach

3 out of 5
Save 100% on your flight
Price was $407, price is now $259 per person
$259
per person
Jan 28 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
19.2/10 Exceptional! (510 reviews)
The rooms are first rate. The staff is very helpful. Breakfast is a nice treat. The absolute best part of the stay is the Jura coffee machine in the lobby. Thanks.

Reviewed on Nov 4, 2025

Courtyard by Marriott Jacksonville Beach Oceanfront

Courtyard by Marriott Jacksonville Beach Oceanfront

3 out of 5
Save 100% on your flight
Price was $570, price is now $366 per person
$366
per person
Jan 28 - Jan 31
just found
Roundtrip flight included
Boston (BOS) to Jacksonville (JAX)
17.2/10 Exceptional! (1,001 reviews)
Room was clean, bed comfortable, great view of the beach! Restaurant on site but no free breakfast.

Reviewed on Nov 16, 2025

Hammock Beach Golf Resort & Spa

Hammock Beach Golf Resort & Spa

4 out of 5
Save 100% on your flight
Price was $674, price is now $434 per person
$434
per person
Jan 28 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Daytona Beach (DAB)
16.8/10 Exceptional! (1,000 reviews)
The best of the best

Reviewed on Nov 17, 2025

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Where to stay in Westside

Find the best Westside areas and neighborhoods for the activities you enjoy most. Learn more about Westside
Downtown Jacksonville which includes skyline, a city and a river or creek

Downtown Jacksonville

2 out of top 10 points of interest in this area
4/5(845 area reviews)

Historic core with major corporations, Downtown Jacksonville offers diverse culinary and nightlife experiences at The Elbow. Explore attractions like Florida Theatre, TIAA Bank Field, and museums, while enjoying convenient transportation options.

Find hotels in Downtown Jacksonville

Westside Hotel Deals

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station

2.5 out of 5
8001 PARRAMORE ROAD Jacksonville FL
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $133 total per night from Dec 21 to Dec 22
$133 total
Dec 21 - Dec 22
Total with taxes and fees
9.4/10 Exceptional! (1,012 reviews)
Rooms were very clean and updated. Staff was extremely friendly! Would stay here again.

Reviewed on Nov 19, 2025

Comfort Inn & Suites Jacksonville - Orange Park Near Naval Air Station
Margaritaville Jacksonville Beach

Margaritaville Jacksonville Beach

2.5 out of 5
715 1st St N Jacksonville Beach FL
Fully refundableReserve now, pay when you stay
$132 nightly
The price is $150 total per night from Nov 25 to Nov 26
$150 total
Nov 25 - Nov 26
Total with taxes and fees
8.8/10 Excellent! (3,374 reviews)
Great view and location

Reviewed on Nov 22, 2025

Margaritaville Jacksonville Beach
Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

3.5 out of 5
9300 Baymeadows Road Jacksonville FL
Fully refundableReserve now, pay when you stay
$127 nightly
The price is $144 total per night from Dec 1 to Dec 2
$144 total
Dec 1 - Dec 2
Total with taxes and fees
8.4/10 Very Good! (1,254 reviews)
On arrival the staff were courteous and had great energy for it being 5-6 pm. The room was great wasn't expecting to have a balcony so it was a great surprise. The last time we stayed at a Hilton the bed was hard as a rock but the bed here was so comfy. Breakfast was top notch best we've ever had ...

Reviewed on Nov 19, 2025

Embassy Suites by Hilton Jacksonville Baymeadows
See all 2,959 properties in Westside
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Westside

Jacksonville Naval Air Station

Jacksonville Naval Air Station

4/5(300 reviews)

After visiting Jacksonville Naval Air Station, make a plan to see the other sights and activities in Jacksonville. Experience the great live music or attend a sporting event in this family-friendly area.

Jacksonville Naval Air Station

Crystal Springs Park

After visiting Crystal Springs Park, make a plan to see the other sights and activities in Jacksonville. Experience the acclaimed theater scene or attend a sporting event in this family-friendly area.

Crystal Springs Park

Florida Yacht Club Marina

Explore the waterfront in Jacksonville with a trip to Florida Yacht Club Marina. Amble around this family-friendly area's riverfront or experience its great live music.

Florida Yacht Club Marina

Things to do

Chocolate Bar Class

Chocolate Bar Class - Hands on class

$14
per adult
Chocolate Bar Class - Hands on class
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports

1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports

$140
per traveler
90% of travellers recommend
1 Hour Jet Ski Rental in Jacksonville, FL Evolution Jetsports
Architecture and History Tour in San Marco

Architecture and History Tour in San Marco

$96
per adult
Architecture and History Tour in San Marco
See all activities in Jacksonville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.